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Chicago Politics

Chicago Politics

Chicago 312: How the Left Actually Wins the Narrative

Jul 23, 2026

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6 min read

Chicago 312: How the Left Actually Wins the Narrative

The week in Chicago power, for people who still believe the city can work.

Chicago Politics

Chicago 312:  Life Finds a Way

Jul 16, 2026

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6 min read

Chicago 312: Life Finds a Way

The week in Chicago power, for people who still believe the city can work.

H Kapp-Klote
H Kapp-Klote

Chicago Politics

Chicago 312: Don't Call It A Data Center

Jul 9, 2026

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5 min read

Chicago 312: Don't Call It A Data Center

The Pritzkers' quantum land grab has a secret data center in it, the budget fight, and the parking meter vote is Monday.

H Kapp-Klote
H Kapp-Klote

Chicago Politics

Chicago 312: What does ICE have to do with Chicago's parking meters?

Jul 2, 2026

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3 min read

Chicago 312: What does ICE have to do with Chicago's parking meters?

This week: quantum computers, the biggest rewrite of Chicago tenant law in 40 years, and the parking meter deal.

H Kapp-Klote
H Kapp-Klote

Chicago Politics

Chicago 312: Even A24 Can't Make AI Cool
LockSimple

Jun 25, 2026

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5 min read

Chicago 312: Even A24 Can't Make AI Cool

A pause on data centers, Socialist New York keep winning, one less pharmacy on the South Side, the city is suing Airbnb, and more

H Kapp-Klote
H Kapp-Klote

Chicago Politics

Chicago 312: The State Budget in the Era of Trillionaires
LockSimple

Jun 18, 2026

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6 min read

Chicago 312: The State Budget in the Era of Trillionaires

This Week's 312: the attempted return of the Zombie Snap Curfew, the Illinois state budget, taxing the rich (or at least starting with social media companies), and more.

H Kapp-Klote
H Kapp-Klote

Chicago Politics

Paint Is Not Infrastructure
LockSimple

Jun 11, 2026

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6 min read

Paint Is Not Infrastructure

This week: A memorial ride, a parking-meter flip, and teen panic that the numbers don't support.

H Kapp-Klote
H Kapp-Klote

Chicago Politics

Susana Mendoza Is Also Mad About the Parking Meter Deal
LockSimple

Jun 4, 2026

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6 min read

Susana Mendoza Is Also Mad About the Parking Meter Deal

ICE is still here and still awful, just quieter while Susana Mendoza wants to save you from a City Hall she helped build

H Kapp-Klote
H Kapp-Klote

Chicago Politics

Chicago 312: The Chicago Pope Hates AI and So Does Chicago
LockSimple

May 28, 2026

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6 min read

Chicago 312: The Chicago Pope Hates AI and So Does Chicago

Paul Vallas is FURIOUS about those parking meters, by the way, he just found out

H Kapp-Klote
H Kapp-Klote

Chicago Politics

Chicago 312:  Parking Meters
LockSimple

May 21, 2026

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6 min read

Chicago 312: Parking Meters

Hey remember James Cappleman?

H Kapp-Klote
H Kapp-Klote

Chicago Politics

Chicago 312:  Pay No Attention to the Water Bills Behind the Curtain
LockSimple

May 14, 2026

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6 min read

Chicago 312: Pay No Attention to the Water Bills Behind the Curtain

A data center stole 30 million gallons of water, the Obama Center's anti-displacement ordinance was never used once, and Geneva is about to decide whether your boss can keep calling itself an algorithm.

H Kapp-Klote
H Kapp-Klote

Chicago Politics

Chicago 312:  Words Are Killing Ken Griffin

May 7, 2026

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4 min read

Chicago 312: Words Are Killing Ken Griffin

This week: Walgreens closes another South Side location, Ken Griffin is mad at Mamdani for the same reasons he supposedly left Chicago, and data centers aren’t a real revenue solution.

H Kapp-Klote
H Kapp-Klote

Chicago Politics

Chicago 312: It's Not Just A  Newsletter -- It's a Newsletter About Eileen O'Neill Burke Refusing to Investigate Federal Agents

Apr 30, 2026

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4 min read

Chicago 312: It's Not Just A Newsletter -- It's a Newsletter About Eileen O'Neill Burke Refusing to Investigate Federal Agents

This week: the Feds egged on Midway Blitz, the Doom of the Clipping Economy, Democrats found a platform, and Springfield's about to let the millionaires tax die.

H Kapp-Klote
H Kapp-Klote

Chicago Politics

Chicago 312: City Council Votes to Freeze Tipped Worker Wages, Just Because

Mar 19, 2026

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11 min read

Chicago 312: City Council Votes to Freeze Tipped Worker Wages, Just Because

This week: Election, More Election, City Council, Raja Krishnamoorthi's lack of open bar

H Kapp-Klote
H Kapp-Klote

Movement Communciations

+1

How to Build a Post-"Nobody Nobody Sent" Chicago Politics

Mar 17, 2026

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5 min read

How to Build a Post-"Nobody Nobody Sent" Chicago Politics

The Chicago Machine died a while ago, but the Zombie Machine lived on. Tonight might kill it once and for all. (One more piece of 09 content)

H Kapp-Klote
H Kapp-Klote

Chicago Politics

A $1.6 Billion Agency You've Never Thought About on the Ballot Next Week

Mar 14, 2026

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5 min read

A $1.6 Billion Agency You've Never Thought About on the Ballot Next Week

Three seats on the water agency that controls $1.6 billion and whether your sewer backs up. Here's your cheat sheet for March 17.

H Kapp-Klote
H Kapp-Klote

Chicago Politics

Chicago 312: Raja Krishnamoorthi Wants to Abolish the ICE He's Taking Checks From

Mar 12, 2026

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11 min read

Chicago 312: Raja Krishnamoorthi Wants to Abolish the ICE He's Taking Checks From

This week: Mayor Johnson declared a budget victory over no one in particular and Raja Krishnamoorthi's donor list is not the greatest!

H Kapp-Klote
H Kapp-Klote

Chicago Politics

+1

Chicago 312: Kristi Noem Doesn't Know Who You Are (But She's Sure You're a Terrorist)

Mar 5, 2026

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12 min read

Chicago 312: Kristi Noem Doesn't Know Who You Are (But She's Sure You're a Terrorist)

This week: CCPSA, the Bears bidding war, Kansas attacks on trans people. Also, what are you reading?

H Kapp-Klote
H Kapp-Klote

Chicago Politics

Maria Pappas Never Claimed to Be a Nun

Feb 24, 2026

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7 min read

Maria Pappas Never Claimed to Be a Nun

Long live Maria Pappas: a Chicago character in every era.

H Kapp-Klote
H Kapp-Klote

Chicago Politics

(CORRECTION) The 312: Johnson Writes Orders, O'Burke Ignores Them, and Chicago Celebrates Moving Its Own Money Around

Feb 5, 2026

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13 min read

(CORRECTION) The 312: Johnson Writes Orders, O'Burke Ignores Them, and Chicago Celebrates Moving Its Own Money Around

Chicago 312: ICE is on notice in Chicago, I still don't know what a TIF Sweep is, and a *community poll* about how much X personally and politically scrambles your brain.

H Kapp-Klote
H Kapp-Klote

Chicago Politics

🚨 The 312: Who is Tom Homan?

Jan 29, 2026

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12 min read

🚨 The 312: Who is Tom Homan?

Chicago 312: CPD Collaboration With ICE, Municipal Debt, and a Deep Dive Into the Garbage History of Tom Homan

H Kapp-Klote
H Kapp-Klote

Chicago Politics

🚨 Chicago 312: Don't Invade Minnesota in the Winter

Jan 22, 2026

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11 min read

🚨 Chicago 312: Don't Invade Minnesota in the Winter

Chicago 312: healthcare cowardice, procurement reform that actually matters, and gig workers fighting for the right to push back when the algorithm screws them.

H Kapp-Klote
H Kapp-Klote

Chicago Politics

🚨 Chicago 312:

Jan 18, 2026

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11 min read

🚨 Chicago 312:

Trump threatens $3B in cuts, CCPSA stalls on CPD-ICE investigation, and Edgewater NIMBYs sue to reverse upzoning.

H Kapp-Klote
H Kapp-Klote

Chicago Politics

🚨 Chicago 312: Fake Budgets, Real Robots

Dec 11, 2025

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6 min read

🚨 Chicago 312: Fake Budgets, Real Robots

Chicago 312: A shutdown threat, made up revenue, rogue delivery robots, and South Shore tenants getting punished for surviving a federal raid.

H Kapp-Klote
H Kapp-Klote

Chicago Politics

🚨 Chicago 312: Let's Fix the Budget Gap With An Alternate Reality Game Sponsored By ExxonMobil

Dec 3, 2025

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10 min read

🚨 Chicago 312: Let's Fix the Budget Gap With An Alternate Reality Game Sponsored By ExxonMobil

Chicago 312: A CPD consent decree check in, budget fighting, data centers, and moss doing more work than half our institutions.

H Kapp-Klote
H Kapp-Klote
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